Vibrational spectra of the S-2-octyl-4-(4'-[4'-dodecyloxyl-benzoyloxy]) benzoyloxybenzoate have been measured using infrared (IR) and Raman techniques in the solid, in the smectic phase, and in CCl4 and CS2 solution. IR absorbance measurements have been carried out in polarized beam for a homogeneously aligned sample to obtain more details about the orientation of vibrational transition dipole moments. In order to investigate the structure and conformation of the molecule in the crystalline state, molecular dynamics simulations have been performed and dihedral angle distributions have been calculated. The molecular structure and vibrational spectra of the molecule mezogenic core for the most stable conformation have been calculated using the density functional theory with the polarized Gaussian basis set 6-31G*. The predicted force field has been scaled using the scaled quantum-mechanical force field method. The calculated spectrum has been compared with the experimental infrared and the Raman spectra, and as a result detailed vibrational assignments have been reported.